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2380 Guilford Center Rd, Guilford
$301,000
3 Beds ⋅ 1 Baths ⋅ 5067195 MLS
Discover classic country living in this inviting 3-bedroom, 1-bath home situated on a generous 5-acre parcel. The property blends simple, comfortable living with wide-open outdoor possibilities — think gardening, large or small livestock, or just relax. Inside, the home greets you with a bright living area, a functional kitchen with ample counter space, and three well-proportioned bedrooms served by a single, updated full bathroom. Wood-accent details and original charm. Outside, the expansive lot provides privacy and endless potential: fenced in arena, a handy outbuilding or workshop, and plenty of room for future additions like a garage, or outbuildings. Quiet country roads, starry nights, and the sounds of nature make this an ideal retreat from the bustle, while nearby town amenities and commuter routes remain within easy reach. Don’t miss this rare chance to own five acres and a cute as can be home.

2380 Guilford Center Rd, Guilford

759 Pond Rd, Vernon
$300,000
3 Beds ⋅ 2 Baths ⋅ 5104172 MLS
This charming, move-in-ready, single-level home offers flexible living space, a convenient location, and plenty of potential to make it your own. The versatile floor plan includes three bedrooms plus additional bonus rooms that are ideal for a home office, guest accommodations or whatever suits your needs. The laundry/utility room has a private entrance and offers the potential for a separate living space, complete with its own bedroom (no closet) and 3/4 bath with a step-in shower. The heart of the home is the comfortable central living room with brand new carpeting, warmed by a cozy propane fireplace. The bright kitchen features updated stainless-steel appliances, abundant cabinetry, generous counter space, and convenient access to the backyard. A formal dining room provides an inviting setting for everyday meals and entertaining. Down the hall are three additional rooms, one of which retains laundry hookups and could easily be converted back into a laundry room or used as an office, craft room, or flexible space. Outside, enjoy a level, sun-filled yard with plenty of room for gardening, recreation, or relaxation, and includes a play structure. With a little TLC, the small two-story barn could be well suited for animals or additional storage plus an 18'x25' outbuilding provides even more space for lawn equipment, motorcycles, tools, or recreational gear. Many important updates have already been completed, including a roof that is approximately 5 years old, a brand-new oil tank, and more, leaving plenty of opportunity to add your own personal touches. Conveniently located just minutes to Brattleboro or Greenfield MA, and just down the road from the Vernon Recreation Department, where you can enjoy access to a swimming pool, playground, tennis and basketball courts. This property combines charm, value, and opportunity whether you are buying your first home, downsizing, or seeking a flexible floor plan. Welcome home, this property of full of possibilities!

759 Pond Rd, Vernon

30 Lexington Ave, Brattleboro
$300,000
3 Beds ⋅ 1 Baths ⋅ 5103014 MLS
Welcome to this charming, well maintained ranch built with character, exceptional functionality, and comfort on a desirable dead end street. Classic curb appeal and the timeless design allow for first-floor living with spacious living and dining areas. It is flooded with natural light from the oversized windows and features original hardwood trim, solid wood doors, built-ins, and vintage light fixtures. Currently carpeted, but beautiful oak floors are underneath. The sunroom is welcoming and bright, offering the perfect space for an artist or an afternoon retreat while connecting with nature. The floor plan includes 3 bedrooms all of which look out to the expansive, level backyard. The vintage bathroom has warm accents, featuring original cream tiles with delicate pink surrounding the tub and shower, along with a laundry chute to the basement. The outside is impressive with a large open backyard offering endless possibilities for entertaining, gardening, recreation, or future outdoor additions. There is a charming rustic outbuilding that is the perfect garden shed or potential workshop. An oversized one-car garage connects to the home via a comfortable breezeway. There's an expansive full basement with cold storage room and flexibility for hobbies or a workshop. This home is rich in character yet full of opportunity for the next special owners to add their touches. Very close to the hospital, shopping, schools, bus route, and I-91.

30 Lexington Ave, Brattleboro

756 Turkey Mountain Rd, Jamaica
$300,000
3 Beds ⋅ 2 Baths ⋅ 5074237 MLS
Tucked away on 2.5± mostly level acres with stonewalls and a brook at the edge of the property, this Jamaica, Vermont, Cape offers a rare combination of usable land, privacy, and natural beauty. Inside, the 3-bedroom, 2-bath home offers a sensible, functional floor plan with solid bones and the opportunity to update and personalize over time. First-floor bedroom with a newly refreshed full bath, spacious kitchen, formal dining room, and living room. The 2nd story has 2 more bedrooms, including a primary bedroom with a walk-in closet. A ¾ bath with a skylight is also on this level. Full concrete basement with a workshop area, laundry, and plenty of storage with bulkhead access to the back yard for easy access as well as interior stairs from the kitchen. In addition to baseboard hot water heat, mini splits are on the main level and in the primary bedroom for AC! The setting feels peaceful, with a large open yard that gradually leads to a more hidden, intimate area along the brook—an ideal place to unwind, cool off, explore, or simply enjoy the sounds of nature. A front covered farmer’s porch and side deck off the kitchen provide comfortable outdoor spaces, while the property also includes garden beds, a chicken coop, and a shed for tools or hobbies—supporting a relaxed, outdoor-focused lifestyle. Located just minutes from Jamaica Village and close to Stratton Mountain Resort, Mount Snow, Bromley Mountain and Magic Mountain ski resorts, the area offers four-season recreation, including hiking and exploring in Jamaica State Forest and kayaking or swimming on the West River. Whether envisioned as a primary home or Vermont getaway, this property invites you to enjoy the setting and location now while adding value and updates at your own pace over time. **home is not in flood zone. FEMA LOMA -Letter of ( flood) Map Amendment on file.

756 Turkey Mountain Rd, Jamaica

15d Mountain Village, Unit 234, Dover
$300,000
2 Beds ⋅ 2 Baths ⋅ 5068148 MLS
Welcome to your mountain getaway! This 2-bedroom, 2-bath condo is perfectly situated at the base of Mount Snow. Enjoy your morning coffee or après-ski beverage on the private balcony while taking in the mountain air and breath taking views. Cozy up by the wood-burning fireplace, perfect for relaxing after a day on the mountain. Recent updates include new windows, slider doors, balcony, flooring in the kitchen/two bathrooms and a fresh coat of paint through out. This unit not only has a ski locker located at the entry but has its own storage closet just down the hall from it. Take advantage of the associations many amenities including direct shuttle to and from the base area, indoor pool, hot tub, sauna, tennis and basketball courts.Whether you’re looking for a full-time home, vacation escape, or rental investment, this condo offers unbeatable access to Mount Snow’s four-season fun—skiing, hiking, biking, and more!

15d Mountain Village, Unit 234, Dover

503 Marlboro Rd, Brattleboro
$300,000
5049392 MLS
Prime Commercial location on VT Route 9 (aka Marlboro Rd) in West Brattleboro. This corner lot features nearly 500 feet of frontage on RT 9 and Sunset Lake Rd. There are 2 buildings totalling 3 units on the property. First is a 3 bed/1 bath single family house. Second is a large barn-like structure with a wide open space with a bathroom. Downstairs in the barn is the 3rd unit that was previously used as a hair-cutting salon and features several rooms and a full bath with laundry. Currently both levels of the barn are vacant and ready for your ideas. The house is currently occupied but will be vacant in short order. Let your imagination run wild contemplating your possible uses for the space, or take it down and build new.

503 Marlboro Rd, Brattleboro

37 Putney Rd, Brattleboro
$300,000
5044398 MLS
You have to check out this gas station with 4 pumps and a 2-bay garage/shop. Located on Putney Rd, close to downtown Brattleboro, this location is just a short distance from all the local shops and restaurants. Known as Courthouse Gulf and Steve’s Auto, this location has been home to a gas station/shop since 1955. Until recently it was the only full-service gas station in the area and people are still pulling in for gas since the station closed. If you just need a space for your next big idea, then this is ideal. Traffic count has been over 7,000 cars a day for the last 4 years. The big corner lot is just under a half-acre with all sorts of exterior space. The location is just a stone’s throw from the common and just north of the intersection of Route 30 and Route 5 in Brattleboro. The automotive tools and equipment are negotiable if you want to keep the shop. Or they will be removed so you can bring your vision to life in this space.

37 Putney Rd, Brattleboro

18 Williams Ter, Rockingham
$300,000
3 Beds ⋅ 2 Baths ⋅ 5058266 MLS
Beautifully upgraded 3-bedroom, 1½-bath home on .30 acres—just a short walk from downtown Bellows Falls. The welcoming first floor features an open kitchen/dining area, comfortable living room, flexible bonus space, and a stylish half-bath. Step into the inviting front three-season porch—perfect for morning coffee or quiet conversation. At the back, a generous deck is ideal for family gatherings and overlooks a spacious backyard. Upstairs, you’ll find three bedrooms and a full bath. Each bedroom boasts generously sized closets that line one wall for ample storage. OPEN HOUSE SATURDAY 9/6/25 FROM 11:00-1:00PM The basement offers ample room for storage—perfect for seasonal items or extra gear—and conveniently houses the washer and dryer, keeping daily chores out of the main living areas and maintaining a tidy, uncluttered home. This home offers exceptional convenience: walking distance to the train station and both Exit 5 and Exit 6 on I-91. Also nearby are the village recreation area ski tow, (steps away) and both central and middle schools—making this a welcoming home for families and commuters alike. ** Showings begin on Saturday, August 30th after 11am**

18 Williams Ter, Rockingham

749 Rte 100, Stratton
$299,600
3 Beds ⋅ 2 Baths ⋅ 5046384 MLS
This charming, updated 3-bedroom, 2-bath Cape style home sits on 0.17 acres in the heart of Vermont's ski country. Filled with natural light, the warm and inviting interior features a main-level bedroom, while two additional upstairs bedrooms are perfect for guests. After a day on the slopes, unwind by the cozy gas fireplace. Enjoy your morning coffee on the covered porch, or spend evenings grilling on the deck, relaxing to the sounds of the stream and views of the Green Mountain National Forest. Located just minutes from Mount Snow, Stratton Mountain, and downtown Wilmington's shopping and dining, this home is your gateway to year-round outdoor activities. Being sold mostly furnished, this move-in ready home is ideal for a weekend getaway or turn-key investment opportunity.

749 Rte 100, Stratton

333 Poverty Row, Whitingham
$299,000
2 Beds ⋅ 1 Baths ⋅ 5094879 MLS
Escape to the beauty of Southern Vermont with this newly built chalet, offering comfort, flexibility, and year-round recreation. Situated just minutes from Lake Sadawga and Town Hill Park, this property is ideal as a full-time residence, vacation home, or investment getaway. The well and septic system were installed in Spring 2026, providing peace of mind and a strong foundation for future enjoyment. The interior is ready for your personal touch, with the opportunity to build a kitchen tailored to your lifestyle or utilize the thoughtfully designed kitchen plans already created by the builder. Enjoy the warmth and charm of chalet-style living, surrounded by the natural beauty of the area and endless outdoor activities throughout every season. Whether you're boating, fishing, hiking, snowmobiling, skiing, or simply relaxing in a peaceful setting, this property offers something for everyone. Being sold partially furnished, this move-in-ready retreat allows you to start enjoying Vermont living right away while adding your own finishing touches. A rare opportunity to own a newly constructed getaway with major infrastructure already in place and the flexibility to make it uniquely yours.

333 Poverty Row, Whitingham

10 Bryan Ct, Rockingham
$299,000
3 Beds ⋅ 3 Baths ⋅ 5092857 MLS
Exceptional Opportunity to own a splendid Ranch home with numerous major systems improvements that offer the next owner peace of mind. The home has a new roof, a new boiler, a new hot water heater, new windows, a new kitchen plus town water and sewer serving the home. An open concept living room/ kitchen area greets you as you enter the home. The spacious living room has gleaming, refinished hardwood floors and expansive picture windows filling the home with natural light. The windows’ seasonal view fall through winter transforms into what feels like a tree house perch spring through summer. The brand-new kitchen has all new cabinets plus a butcher block topped island, all new appliances and new vinyl flooring. A large picture window brings nature into the adjoining dining area while the front deck or the lovely patio out back affords outdoor dining in the warmer seasons. The three bedrooms all have new carpeting. The primary bedroom has an ensuite ¾ bath and a large walk-in closet. In addition to the full bath on the 1st floor, there is another ¾ bath in the basement. The full basement is primed for finishing or for creating an in-law or rental apartment. The 2-car garage is a bonus. The .62 acre lot has an open yard surround by trees. Tucked away at the end of Bryan Court, the property feels like a private retreat while being only a few minutes from all of Bellows Falls’ offerings such as the Opera House, cafés, shops and dining. Please Note: There are two lovely fireplaces but the chimney condition is unknown. Large picture windows are original to home.

10 Bryan Ct, Rockingham

4410 Pikes Falls Rd, Jamaica
$299,000
3 Beds ⋅ 2 Baths ⋅ 5070982 MLS
This charming cabin in the woods is the perfect retreat for those seeking adventure and tranquility alike. Surrounded by 10.7 acres of forest, it offers a cozy haven just a short walk from the breathtaking Pikes Falls and is 5 minutes to Stratton Mountain, ideal for skiing enthusiasts during the winter months. In warmer weather, the nearby trails beckon hikers and mountain bikers to explore the stunning landscapes and vibrant wildlife. With three spacious bedrooms and two baths this home comfortably accommodates multiple friends and guests. The rich history of the area, formerly enjoyed by many who moved from the Cities in the 40's to come to Vermont and live off the land, adds an intriguing layer making it not just a getaway but a connection to the past. Whether you're passionate about outdoor activities like maple sugaring or simply wish to unwind with a book by the woodstove or roaring firepit out back, this special offering is a delightful escape into nature's embrace. Deed, tax map and lister card are for 48.4 acres. This 10.7 acres is being subdivided off of the larger piece. Road frontage is approximate. Original Aframe was built in 1962 by earlier family and addition in 1976 with some upgrades C.2020 . Furnished and sold "AS IS". Some protective covenants and restrictions will be added soon.

4410 Pikes Falls Rd, Jamaica

424 Susan Lynn Ln, Wardsboro
$299,000
3 Beds ⋅ 2 Baths ⋅ 5062199 MLS
Three bedrooms, two bath home situated on a pleasant one-acre lot with a sizeable back and side yard area. Located in desirable Snow Mountain Farms, (but is NOT part of the association at this time) this home offers hardwood and parkay floors throughout. Primary bedroom has a private three-quarter bath and walkin closet. A second large bedroom on the main floor with a full bath located off of the hallway. The kitchen offers stainless steel appliances, bar height countertops so you can visit while preparing meals in the kitchen. Open concept living and dining area with a gracious amount of natural light. Post and beam accent pieces along with built in corner cabinetry really brings the space together with a warm and inviting feel. The basement is partially finished, easily accessible from both interior and exterior stairs. Upgraded Buderus boiler, washer dryer hook ups and shelving space for extra storage. There is another bedroom that has been utilized in the basement, however there is no direct exterior egress, so please keep that in mind for your future use. Owners have not resided at the property; it has been rented so we ask for notice to show as the tenants are in the process of moving out. The home has been well cared for and is ready for its next owners.

424 Susan Lynn Ln, Wardsboro

48 Carriage Hill Rd, Brattleboro
$296,500
3 Beds ⋅ 1 Baths ⋅ 5096011 MLS
Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

48 Carriage Hill Rd, Brattleboro

110 Washington St, Brattleboro
$296,000
5088633 MLS
This charming Victorian 3 family blends classic architecture, strong rental potential, and an exceptional opportunity for a new owner to build equity. Period details greet you at every turn - decorative exterior brackets, turned porch columns, tall windows, rich wood trim, and a welcoming front porch that sets the tone for the character inside. Well cared for and boasting great bones, the property is primed for a new owner to build upon its historic interior features and bring fresh vibrancy to the living spaces. The first floor unit showcases some of the home’s most impressive original elements, including a beautifully preserved tin ceiling, an authentic butler’s pantry, hardwood flooring, pocket doors, and natural woodwork. With a generous seven room layout, wraparound porch access, and abundant natural light, it’s an ideal option for an owner occupant. The second floor unit mirrors the first with the same spacious seven room floor plan, offering excellent rental appeal. The third floor apartment has a more modern, airy, attic style feel and features a private south facing deck—perfect for tenants seeking a unique, sun filled space. Kitchens and baths throughout the property are clean and functional, and as reflected in the photos, they present a prime opportunity for modernization—allowing the next owner to refresh the spaces and significantly enhance long term value. Set on a compact lot, the home offers a landscaped front yard and ample off street parking discreetly tucked at the rear of the property. Each apartment has separate mechanical systems, with tenants responsible for their own utilities. Conveniently located near downtown, schools, shopping, and transportation, this Victorian 3 family combines timeless character with meaningful potential—ideal for investors or owner occupants looking to build equity while enjoying the charm of a classic New England home.

110 Washington St, Brattleboro

68 Westminster Ter, Westminster
$296,000
2 Beds ⋅ 2 Baths ⋅ 5086068 MLS
Enjoy comfort and convenience in this well cared for single level home featuring 2 bedrooms, 2 baths and a living area that flows nicely from living room with a den/office space into a combination kitchen/dining room. The beautiful wood floors and natural sunlight add to the appeal of the interior of this home and the garage with direct access to the house adds to the convenience of easy living. The level lot has beautiful plantings, a screened porch, a patio and a shed with electricity and water, perfect for hobbies, a future workshop, or simply extra storage and garden shed. This home is located on a dead-end street in a lovely neighborhood yet close to the vibrant village of Bellows Falls which offers coffee shops, restaurants, a library, theater, a train station and lots of amenities of a quaint Vermont village. The close proximity to I-91 and larger towns makes traveling to and from simple and appealing. Come take a look, it won’t be available for very long! Window cornices and fireplace shield do not stay. Showings begin Saturday 5/2/26 with OPEN HOUSES 5/2 2pm-5pm & 5/3 10am-1pm.

68 Westminster Ter, Westminster

254 Boynton Rd Unit U1, Londonderry
$295,000
2 Beds ⋅ 3 Baths ⋅ 5102569 MLS
A Vermont gem! A four seasons condominium in a beautifully restored vintage farm. Tucked away on a quiet country road in Londonderry, this is a rare opportunity to enjoy the beauty of Vermont without the time, expense, and year-round upkeep of a single-family home. Set within a remarkable farmstead that includes the iconic main barn, horse barn, sheep barn, and original farmhouse, the property is surrounded by acres of open fields and manicured lawns. A stream, pond, and river meander through the landscape, creating the quintessential Vermont setting that feels miles away from the everyday. Inside, this spacious two-bedroom offers an open floor plan designed for comfortable living and easy entertaining. A wood-burning fireplace anchors the living area, while the efficient kitchen flows seamlessly to the dining and living spaces. Decks on both levels overlook the pastoral views, inviting you to relax with your morning coffee or unwind after a day outdoors. The generous primary suite features a private bath and access to a private patio, complemented by a welcoming guest bedroom and full bath, a conveniently located laundry near the bedrooms. Whether you're looking for a carefree vacation retreat or a full-time residence, you'll appreciate spending your weekends enjoying Vermont instead of maintaining it. The established community shares the stewardship of this extraordinary property, allowing you to focus on the lifestyle you've been seeking. Located just minutes from Okemo, Stratton, Magic, and Bromley ski areas, with endless hiking, cross-country skiing, and outdoor recreation nearby, you'll also love the charm of neighboring Weston with its village green, Weston Theater, Vermont Country Store, Mountain Marketplace, and local dining.This is Vermont living at its most relaxing with historic character, spectacular surroundings, and the freedom to simply arrive and enjoy.

254 Boynton Rd Unit U1, Londonderry

95 Forest St, Brattleboro
$295,000
3 Beds ⋅ 3 Baths ⋅ 5066774 MLS
This lovely home, offering 3 bedrooms and 3 baths, is located in a desirable neighborhood just minutes from downtown Brattleboro, close to dining, local shopping and community amenities. The interior has beautiful natural woodwork and flooring creating a warm and timeless atmosphere. The spacious common rooms on the first floor work well for a growing family or for entertaining family and friends. The second floor houses the 3 bedrooms, one of which has a private bathroom. Two additional finished rooms (unheated) are on the third floor allowing for a studio, meditation room, or whatever your imagination creates. A private back yard provides a place to enjoy the outdoors. This is an opportunity to own a lovely home in one of Brattleboro’s more desired areas. Delayed showings until Sunday 10/26/25 with OPEN HOUSE 12pm-3pm.

95 Forest St, Brattleboro

123 Oak Hill Rd, Wardsboro
$290,000
3 Beds ⋅ 2 Baths ⋅ 5063144 MLS
Discover the perfect blend of comfort and tranquility in this three bedroom, 2 bath ranch-style home nestled within a peaceful wooded neighborhood. Conveniently location between two major ski areas, Mount Snow and Stratton Mountain. The open living and dining areas feature plenty of natural light, with vaulted ceilings and skylights, creating a warm and inviting space. Three comfortable sized bedrooms all conveniently located on the same level. The first floor is designed for function, offering an abundance of storage options plus a one car garage- perfect for hobbies, outdoor gear, expansion potential or keeping life organized. The deck and backyard offers great outdoor space, with plenty of privacy. This home combines practicality with charm in a peaceful setting - ready for its next chapter.

123 Oak Hill Rd, Wardsboro

1227 Vermont Route 30, Townshend
$289,000
2 Beds ⋅ 1 Baths ⋅ 5073741 MLS
Discover classic Vermont charm and exceptional versatility at this unique property. Nestled on a picturesque lot, this retreat features a cozy main house with one bedroom, a full bath, and a dedicated office space that is perfect for remote work or creative pursuits. Step inside to enjoy inviting living areas filled with warm natural light, a comfortable bedroom, and a functional kitchen. The office adds flexibility for work-from-home needs and can easily be transformed into a guest room or hobby area. Beyond the main house, you’ll find a spacious workshop ready to bring your dreams to life. Whether you’re passionate about crafting, tinkering, or launching a small business, this workshop provides the ideal space for your projects. A charming cabin nestled on the grounds completes the property, offering endless possibilities. Use it as a guest cottage, rental opportunity, studio, or a peaceful retreat for friends and family. Experience the tranquility and beauty of Vermont living while staying close to the vibrant community of Townshend. With flexible spaces and scenic surroundings, this property is the perfect place to call home, create, and explore.

1227 Vermont Route 30, Townshend

66 Buckboard Dr, Dover
$287,500
4 Beds ⋅ 2 Baths ⋅ 5095890 MLS
Off a quiet road, on a private lot, just a short drive from the Mount Snow ski resort and country village of Wilmington, sits this charming open concept chalet. Enjoy the best of both worlds with a true privacy on a level parcel, with private driveway and direct VAST snowmobile trail access, yet still near enough to the ski resort to pick up and go at a moments notice. Inside you are treated to a warm open concept floor plan with 4 bedrooms, 2 baths, a vaulted living space, a wood burning fireplace, natural woodwork including exposed beams, a spacious kitchen and dining area, a large mudroom entry, tremendous closet space, and a one car attached garage. Priced based on the expectation that a buyer will come in and do extensive work. Truly a hidden gem in the Dover Hills.

66 Buckboard Dr, Dover

171 Rte 112, Whitingham
$285,000
4 Beds ⋅ 2 Baths ⋅ 5086372 MLS
Classic Jacksonville Village farmhouse filled with warmth, character, and thoughtfully curated spaces that feel straight out of a charming country inn. Exposed beams, high ceilings, wide-plank wood flooring with period details, built-ins, and inviting gathering spaces create an atmosphere that immediately feels comfortable, relaxed, and lived in the very best way. Kick off your shoes, curl up with a book, and enjoy the historic and classic charm this home offers both inside and out. The flexible floor plan includes 4 bedrooms and 2 baths, with the current owners utilizing both second-floor bedrooms as a primary wing and an expansive suite-style retreat. A separate guest wing offers two additional bedrooms, bonus space for overflow, and a full bath, creating privacy and versatility for guests, extended family, or work-from-home needs. Mudroom entry and full laundry add everyday practicality to the home's timeless appeal. Formal dining room, formal sitting room, and expansive great room with skylights. Outside, enjoy a covered farmer’s porch, fire pit area, mature perennial gardens, ample parking on .60 acres, and the peaceful sounds of the East Branch of the North River flowing through the heart of Jacksonville Village. A large powered shed/outbuilding offers excellent storage and workshop space, while also presenting exciting potential for use as an artist studio, hobby space, or flexible bonus area. Standing seam metal roof, drilled well, and public sewer add important modern infrastructure to the historical and charming features. Conveniently located to Mount Snow , the Deerfield Valley, downtown Wilmington, lakes, hiking, skiing, and year-round recreation in beautiful Southern Vermont. Only 15 minutes to Massachusetts and 25 minutes to Interstate 91 for an easy commute to work, home, or play.

171 Rte 112, Whitingham

Ellen Ware Rd, Townshend
$285,000
5077624 MLS
The location is prime; the serenity of the water and the woods, on a sparsely traveled road but also, direct access to Rte 30 and walking distance to the grocery store. You might choose to have your house site elevated, overlooking the West River and the neighboring horse pasture, or you could build right on Rte 30, or even operate a commercial business on Rte 30. There is no zoning in Townshend. The access up into the land is on Ellen Ware, closer to the Brookline town line. There are trails going uphill to a clearing/campsite that overlooks the River. While most of the land is on the opposite side of the road from the West River, there is a small sliver of land on the River side. This small but mighty sliver means you have 1000 ft of direct access to the water. Currently not in the VT Use Value Program but if you were to enroll, you would enjoy a significant reduction on your taxes.

Ellen Ware Rd, Townshend

91 Carriage Hl, Brattleboro
$285,000
3 Beds ⋅ 1 Baths ⋅ 5059839 MLS
This charming split-level home offers 3 bedrooms and a full bathroom, complete with a single-bay garage in the desirable Carriage Hill neighborhood.  Hardwood floors extend through the living room, hall, and bedrooms, adding warmth and character. The living room features a lovely picture window with opening side windows, perfect for letting in a refreshing breeze and natural light.The lower level offers a fantastic opportunity with a partially finished, extra-large bonus room that can be customized to suit your needs. Additionally, this level includes a convenient laundry/utility room and a small workshop space, offering practical solutions for storage and hobbies.Outdoor living is equally inviting with a private deck off the back of the house, leading to a fenced backyard. This space is ideal for relaxation and entertaining, complete with a firepit perfect for enjoying summer and fall evenings. You'll also appreciate the thoughtful landscape touches, particularly the delightful goldfish pond! What's not to love??

91 Carriage Hl, Brattleboro

92 Rockingham Rd, Rockingham
$282,000
5065308 MLS
Commercial Investment Opportunity in Rockingham, Vermont - Just outside the revitalized Rockingham town square, this exceptional mixed-use commercial property offers versatility, visibility, and income potential. Currently home to a hair salon and art studio, the first 1.5-story building has been thoughtfully renovated and restored, featuring three-phase power, a newly remodeled half bath, and a renovated balcony overlooking the retail and business space below. A small break room adds convenience, while the second floor includes storage space, plumbing potential for an additional half bath, and access to a large deck with enclosed storage. The second building—with its unique metal retro façade—is currently leased to tenants developing a local craft brewery, creating built-in rental income. Both buildings feature new roofs, and the property provides on-site parking as well as public parking directly across the street. Whether you’re looking for an owner-occupied business space with tenant income or a two-income investment property, this Rockingham location offers excellent visibility, accessibility, and good vibes.

92 Rockingham Rd, Rockingham

13 Sunne Village Ln, Dover
$280,426
3 Beds ⋅ 2 Baths ⋅ 5093784 MLS
Charming efficient chalet just south of the Mount Snow ski resort and ready for turn key enjoyment. This convenient location has MOOver shuttle service at the end of the street to and from the mountain, easy access to great restaurants and coffee shops, and direct snowmobile trail access, in addition to ample parking and privacy. The home has been lovingly maintained with some recent updates. As you enter, you are greeted by an open concept living room with stone hearth and wood burning fireplace, wood floors, and functional space. To the left is a large kitchen with breakfast bar, booth style dining area, laundry, and a full guest bath. Off the back of the living area is a primary suite with attached bath, as well as two large guest bedrooms. All have great light thanks to many windows. This is a corner lot with great privacy, a one car garage, garden shed, and lovely landscaping and mature ornamental trees. Literally steps from your door are breakfast, lunch, and dinner options, without ever having to get in your car. Overall this is ideal space for a home away from home, where you can stretch your legs, but still feels manageably sized and comfortable, affording downtime, not upkeep.

13 Sunne Village Ln, Dover

28 Pine St, Rockingham
$280,000
4 Beds ⋅ 2 Baths ⋅ 5105312 MLS
Classic Charm Meets Comfortable Family Living in Bellows Falls! Step into the charm of yesteryear with this well-maintained home in the heart of historic Bellows Falls. Filled with character and timeless appeal, this inviting property offers the warmth and space that makes a house feel like home. With 4 bedrooms and 1.5 baths, there’s plenty of room for family, guests, a home office, or hobbies. The home has been lovingly cared for, offering the charm of an older home while providing the comfort and functionality today's buyers are looking for. Location is a major plus! Enjoy being within walking distance of a nearby park and elementary school, making everyday family life easy and convenient. You're also just minutes from I-91, providing an easy commute to Brattleboro, Keene, and surrounding communities. And when you're ready to explore, Bellows Falls' historic downtown is close by, offering local shops, restaurants, community events, and the unique character that makes this village such a special place to call home. If you're looking for a home with character, space, and a convenient location, 28 Pine Street is one you won't want to miss!

28 Pine St, Rockingham

36 Green St, Rockingham
$280,000
4 Beds ⋅ 2 Baths ⋅ 5092489 MLS
Nestled in a sought-after neighborhood, this 4 bedroom, 1 ½ bath cape offers a perfect blend of comfort, character and convenience. The bright and spacious living room has a fireplace with insert ideal for supplemental heating, while offering a lovely space for relaxing evenings. The large multi-pane picture window frames a lovely view of the spacious back yard while allowing for an abundance of natural light to pour in. The main level also includes a formal dining room, an eat-in kitchen, a first-floor bedroom, a full bath, and a versatile bonus room that can serve as a home office, den, or studio. Beautiful wood flooring runs throughout most of the home, adding timeless appeal. There is an enclosed 3 season porch off the kitchen perfect for morning coffee and the laundry is on this level as well, offering the flexibility of single level living. Upstairs, you'll find three bright and spacious bedrooms and a half bath, providing comfortable accommodations for family and guests. An attached barn provides excellent storage space or can be used for single-car parking, adding versatility and practical value to the property. The barn has recently been equipped with an EV level 2 charger. The large landscaped yard offers room for gardening, entertaining, or outdoor recreation. Conveniently located close to the center of town, with a theater, shopping, coffee shops, restaurants, a train station, and with easy access to major roadways, this property combines small-town charm with everyday accessibility. A wonderful opportunity for those seeking classic character, functional living space, and a convenient location.

36 Green St, Rockingham

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